The following compound is treated with LDA in DIPA. What is the name of the product? Br H (cis)-2,3-diphenyl-but-2-ene 2,3-diphenyl-but-3-ene O 2,3-diphenyl-but-1-ene O (Z)-2,3-diphenyl-but-2-ene
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- Bicyclo[2.2.1]heptan-7-one + PCC (in CH₂Cl₂) => A.) Bicyclo[2.2.1]heptan-7-ol B.) Bicyclo[2.2.1]heptanoic acid C.) Cyclohexanecarbaldehyde D.) All the given choices are possible products E.) No reactionWhen 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsevproduct predominates.(a) Draw the reaction, showing the major and minor products.(b) When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results.For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl groups cis.Use your models to draw a Newman projection of the transition state to show why this stereospecificity is observedWhen 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsevproduct predominates.(a) Draw the reaction, showing the major and minor products.(b) When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results.For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl groups cis.Use your models to draw a Newman projection of the transition state to show why this stereospecificity is observed.(c) Use a Newman projection of the transition state to predict the major product of elimination of (2S,3R)-2-bromo-3-phenylbutane
- Rank the species in each group in order of increasing nucleophilicity. a. CH3CH2S−CH3CH2O−, CH3CO2− in CH3OH b. CH3NH2, CH3SH, CHOH in acetone c.−OH, F−, Cl− in acetone d. HS−, F−, Cl− in CH3OH6. Match the reagents and condition below with the appropriate reactant.You may list a reagent or condition more than once.Reagents/condition (s) : Cl2; CCl4; FeCl3; uv light; NaOH(aq); HCN(g), (i) But-1-ene : ……………………………………………………………..(ii) 1-chloroethane : ………………………………………………………...5(iii)Butane : ………………………………………………………………………(iv)Methylbenzene : ……………………………………………………………..(v) 2-chloro-2-methylpropane : ………………………………………………….(vi)Propanone : ………………………………………………………………….(vii )Ethanal : …………………………………………………………………….The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert 3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2- ol [CH3CH(OH)C(CH3)3]; (b) only (R)-3,3-dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?
- When buta-1,3-diene (CH2 = CH – CH = CH2) is treated with HBr, two constitutional isomers are formed, CH3CHBrCH = CH2 and BrCH2CH = CHCH3. Draw a stepwise mechanism that accounts for the formation of both products.What stereoisomers are obtained from the following reactions? a. trans-2-butene + HBr b. (Z)-3-methyl-2-pentene + HBr c. (E)-3-methyl-2-pentene + HBr d. cis-3-hexene + HBr e. cis-2-pentene + Br2 f. 1-hexene + Br2Which stereoisomer of 3-hexene forms (3S,4S)-4-bromo-3-hexanol and (3R,4R)-4-bromo-3-hexanol when it reacts with Br2 and H2O?
- The stereochemistry of the products of reduction depends on the reagent used, with this in mind, how would you convert 3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2-ol [CH3CH(OH)C(CH3)3]; (b) only (R)-3,3- dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?Draw the substitution product formed by each of the following SN2 reactions: a. trans-1-iodo-4-ethylcyclohexane and methoxide ion b. cis-1-chloro-3-methylcyclobutane and ethoxide ionWhen (R)-3-bromo-2,3-dimethylpentane is treated with NaOH, four different alkenes are formed. Draw all four products and rank them in order of stability.